Benzyl 6-azido-3-chloro-1-azabicyclo[3.2.0]-hept-2-en-7-one-2-carboxylate → Benzyl 6-amino-3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate
Reaktionsgleichung
[N:1]([CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7]([Cl:22])=[C:8]2[C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13])=[N+]=[N-]>[Pt]=O.C(OCC)(=O)C>[NH2:1][CH:4]1[C:10](=[O:11])[N:9]2[CH:5]1[CH2:6][C:7]([Cl:22])=[C:8]2[C:12]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:13]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
A mixture of platinum oxide (100 mg), benzyl 6-azido-3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate (80 mg), and ethyl acetate (2 ml) is hydrogenated on a Paar shaker for 30 mins at 45 psi. The resulting mixture is filtered through a pad of silica gel G which is washed with additional ethyl acetate. The filtrate is washed with water and brine, dried with magnesium sulfate, and evaporated under vacuum to afford benzyl 6-amino-3-chloro-1-azabicyclo[3.2.0]hept-2-en-7-one-2-carboxylate.